Structure Database (LMSD)

Common Name
22-hydroxy-23,24,25,26,27-pentanorvitamin D3
Systematic Name
(5Z,7E)-(3S)-23,24-dinor-9,10-seco-5,7,10(19)-cholatrien-3,22-diol
Synonyms
  • 22-hydroxy-23,24,25,26,27-pentanorcholecalciferol
LM ID
LMST03020010
Formula
C22H34O2
Exact Mass
Calculate m/z
330.25588
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Determination of 25-hydroxyvitamin D3 in human plasma using a non-radioactive tetranorvitamin D analogue as an internal standard.,
J Chromatogr B Biomed Appl, 1995
Pubmed ID: 8590938

String Representations

InChiKey (Click to copy)
WQIMVXZKIZUURX-GOYQYJLRSA-N
InChi (Click to copy)
InChI=1S/C22H34O2/c1-15-6-9-19(24)13-18(15)8-7-17-5-4-12-22(3)20(16(2)14-23)10-11-21(17)22/h7-8,16,19-21,23-24H,1,4-6,9-14H2,2-3H3/b17-7+,18-8-/t16-,19+,20-,21+,22-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CO)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
173056
LIPIDBANK ID
VVD0011
PubChem CID
9547270

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 3
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 361.74
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 5.36
Molar Refractivity 100.59

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Created at
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Updated at
30th Mar 2022